Church Stretton Holiday Cottages

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British Travel Award Winners!

We are delighted to announce that we have been awarded 'Best UK Holiday Cottage/Self Catering Booking Company' at the British Travel Awards.

Church Stretton Holiday Cottages

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Your Church Stretton, Shropshire search returned 175 cottages

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Map View
A round two-story house with glass doors and railings and a hot tub in the garden at Round House in Church Stretton
43
Church Stretton, Shropshire, SY6
  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A unique holiday home nestled in the market town of Church Stretton, Shropshire. Luxury. Hot tub. Underfloor heating. Much Wenlock 13.1 miles; Shrewsbury 14.2 miles; Ludlow 16.2 miles. (Ref. 1045047)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Sky TV

7 nights from £994

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An exterior view of a wooden cottage with a gravel driveway and a brick wall at Woodpeckers Cottage in Church Stretton
16
Church Stretton, Shropshire, SY6
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A cosy cottage adjacent to the owners’ home, at the end of a private driveway, in the historic market town of Church Stretton. Romantic studio accommodation. Woodburner. WiFi. Smart TV. Off road parking. Ludlow 15 miles. (Ref. 931018)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from £316

Last booked yesterday
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A brick building with two windows a bench and two barrels on a gravel area next to a lawn with a birdbath at Blockley Lodge in Wall-Under-Heywood
32
Wall-Under-Heywood, Shropshire, SY6
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Blockley Lodge is a lovely single-storey annex in Wall-Under-Heywood, Shropshire with an open-plan layout, coffee maker, enclosed garden and a firepit. Church Stretton 4.1 miles; Much Wenlock 9.1 miles; Ludlow 15.4 miles. (Ref. 1172226)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

  • 20% off - Sun 12th Oct to 19th Oct 2025

  • 20% off - Sun 26th Oct to 3rd Nov 2025

  • 15% off - Sat 8th Nov to 16th Nov 2025

  • 10% off - Sun 16th Nov to 23rd Nov 2025

  • 10% off - Sun 23rd Nov to 30th Nov 2025

  • 10% off - Sun 30th Nov to 7th Dec 2025

  • 10% off - Sun 7th Dec to 14th Dec 2025

  • 15% off - Sun 14th Dec to 21st Dec 2025

  • 15% off - Sun 21st Dec to 28th Dec 2025

  • 15% off - Sun 28th Dec 2025 to 4th Jan 2026

  • 15% off - Sun 18th Jan to 25th Jan 2026

  • 15% off - Sun 25th Jan to 1st Feb 2026

  • 20% off - Sun 1st Feb to 8th Feb 2026

7 nights from £395

Last booked yesterday
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A stone house with a tiled roof surrounded by greenery and fields under a blue sky at Wilstone Cottage in Cardington near Church Stretton
44
Cardington near Church Stretton, Shropshire, SY6
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A striking stone-built cottage set in the village of Cardington near Church Stretton. Woodburning stove. Exposed beams. Family-friendly. Shrewsbury 13.3 miles; Telford 18.1 miles; Welshpool 30.4 miles. (Ref. 1011277)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £596

Last booked yesterday
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A stone house with a patio and outdoor table in a green field at Grove Farm in Cardington near Church Stretton
62
Cardington near Church Stretton, Shropshire, SY6
  • Sleeps12
  • Bedrooms6
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

Grove Farm is a wonderful detached farmhouse, set over three floors, resting in the quaint village of Cardington in Shropshire with en-suite bedrooms. Shrewsbury 13.4 miles; Ludlow 16.2 miles. (Ref. 1093859)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £1686

Last booked yesterday
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A white stone cottage with a green door and windows with wooden frames a stone pathway and lawn with potted plants and outdoor table and chairs in the garden at Rowan Cottage near Wentnor
34
near Wentnor, Shropshire, SY9
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Rowan Cottage is a characterful abode tucked away in the countryside of Wentnor in Shropshire, with a toasty woodburning stove and a pet-friendly policy. Church Stretton 8.1 miles; Bishops Castle 8.6 miles. (Ref. 1159476)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £442

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An outdoor scene showing a wooden and stone building with a sloped roof and a gravel path in front at Broughton Stables Montgomery near Bishops Castle
35
Montgomery near Bishop's Castle, Shropshire, SY15
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

This semi-detached cottage rests near the town of Montgomery. Remote location. Countryside views. Pets welcome. Montgomery 7.8 miles; Pennerley 9.6 miles; Shrewsbury 23 miles. (Ref. 1001599)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from £334

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An exterior view of a stone house with multiple windows and flower pots on a stone wall at The Gallery in Strefford near Craven Arms
25
Strefford near Craven Arms, Shropshire, SY7
  • Sleeps4
  • Bedrooms1
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

Stunning second floor apartment part of a Grade II listed building, in hamlet location near Craven Arms. En-suite, open plan living. Walks and cycle rides from the door. Craven Arms 2 miles. (Ref. 923765)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £401

Last booked yesterday
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A single story brick house with windows and a door at Tregarthens in Church Stretton
29
Church Stretton, Shropshire, SY6
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Detached bungalow overlooking delightful Church Stretton and Long Mynd Hills. Spacious, well-equipped accommodation. Wonderful walking and biking from cottage. Ludlow 15 miles. (Ref. 906207)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

  • 5% off - Sat 27th Sep to 11th Oct 2025

7 nights from £697

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A brick cottage with a small balcony and flowers on the railing at Oakland Cottage in Diddlebury near Craven Arms
32
Diddlebury near Craven Arms, Shropshire, SY7
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A charming ground-floor annex resting in the village of Diddlebury. Great location. Ideal for families. Craven Arms 4.8 miles; Ludlow 8.8 miles. (Ref. 961681)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £409

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A large two-story house with multiple windows and a gravel driveway surrounded by plants at The Big Dingle in Leebotwood near Church Stretton
35
Leebotwood near Church Stretton, Shropshire, SY6
  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A large, detached house in Leebotwood near Church Stretton, on the fringes of the Shropshire Hills AONB. Stunning large garden. Contemporary decor. Woodburning stoves. Church Stretton 3.7 miles; Shrewsbury 10.5 miles; Much Wenlock 12.9 miles. (Ref. 1046960)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £678

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A driveway and a red brick house with skylights and white windows surrounded by trees and other houses at 1 Church Street in Church Stretton
42
Church Stretton, Shropshire, SY6
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

1 Church Street is a contemporary, detached home in the bustling market town of Church Stretton in Shropshire, within Shropshire Hills National Landscape. Shrewsbury 13.6 miles; Ludlow 16.9 miles. (Ref. 1158368)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £826

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A house viewed from the front with a gate and flowers at Pear Tree Cottage in Church Pulverbatch near Dorrington
32
Pulverbatch, Shropshire, SY5
  • Sleeps5
  • Bedrooms3
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Pear Tree Cottage is a charming, single-storey, countryside bungalow set in Church Pulverbatch near Dorrington, enjoying views of the Shropshire hills. Bayston Hill 6.1 miles; Church Stretton 8.2 miles; Shrewsbury 9 miles; Telford 20.8 miles (Ref. 1108625)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £524

Last booked yesterday
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A brick building with green doors and windows a patio with a table chairs and potted plants at Conkers Cottage in Rushbury near Church Stretton
29
Rushbury near Church Stretton, Shropshire, SY6
  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A renovated barn conversion tucked away among picturesque countryside in the village of Rushbury near Church Stretton, Shropshire. Private patio. Electric log-effect fire. WiFi. Cardington 4.3 miles; Church Stretton 6.4 miles; Much Wenlock 10.7 miles. (Ref. 1051049)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from £430

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A brick house with a wooden gate and trellis fencing a garden tub with plants and a broom outside at Goosepond in Woolston near Wistanstow
11
Woolston near Wistanstow, Shropshire, SY6
  • Sleeps3
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A very well-appointed brick-built holiday cottage. Rural location in Shropshire Hills AONB. Ideal walking and cycling area. Pet-friendly. Craven Arms 2.2 miles. (Ref. 950759)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Baby-friendly

7 nights from £427

Last booked yesterday
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Exterior view of a barn-style building with a tiled roof and wooden and white walls at Old Hall Barn 3 in Church Stretton
28
Church Stretton, Shropshire, SY6
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

A wonderful cottage accessible for all the family, boasting a lot of character and charm. In the Shropshire Hills AONB. Dog-friendly. Hot tub. Spacious garden. Church Stretton 1.3 miles. (Ref. 1017755)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £480

Last booked 2 days ago
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A garden with a metal bench a stone pathway and a long stone building under a blue sky at Parrs Meadow Cottage in Pitchford
19
Pitchford, Shropshire, SY5
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Stone-built, end-terrace barn conversion in Pitchford village. Character beams and trusses. Well-equipped, comfortable accommodation. Shrewsbury 8 miles. (Ref. 904464)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from £564

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A brick building with wooden deck railing and stairs leading to a green lawn at Old Hall Barn 1 Church Stretton
19
Church Stretton, Shropshire, SY6
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

A beautifully presented barn conversion resting in the delightful village of All Stretton in Shropshire. Open-plan living. Countryside views. Hot tub. Dog friendly. (Ref. 983574)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £433

Last booked 2 days ago
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A stone house with multiple windows and flower pots on a stone wall at The Barley Store in Strefford near Craven Arms
24
Strefford near Craven Arms, Shropshire, SY7
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Quality, Grade II listed first floor apartment with original beams in hamlet location, near Craven Arms. En-suites, wonderful open plan living. Walks and cycle rides from the door. Craven Arms 2 miles. (Ref. 923764)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £415

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A two story house with a garage and gravel driveway surrounded by trees at Byne Brook Cottage in Strefford near Craven Arms
22
Strefford near Craven Arms, Shropshire, SY7
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Delightful detached cottage, on owners' farm, in the scattered hamlet of Stefford, near Craven Arms. Spacious accommodation for family and friends. Enclosed garden, pet-friendly. Craven Arms 2 miles. (Ref. 928796)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £422

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Map View

 

Just show me Church Stretton Cottages

 

Enjoy the 'great outdoors' in a Church Stretton cottage scattered in and around this historic market town on the English/Welsh border. Situated in an AONB renowned for ancient rock formations, it attracts lovers of fresh air and countryside.

'Walkers Welcome' at a Church Stretton Cottage

There's no better place to lace up than a Church Stretton cottage, with miles of wonderful walking in the Shropshire Hills on your doorstep. Known as 'Little Switzerland' during Victorian times, Church Stretton proudly boasts the 'Walkers Welcome' status and hosts a Walking Festival every June. For amazing panoramic views, head to the top of the Long Mynd, looming high above town and featuring a rocky plateau - you can take the shuttle bus up at weekends and then enjoy the downhill walk back. The Long Mynd is also known for golf, gliding, hang gliding and paragliding, as well as horse riding and mountain biking along cross-country routes.

Back in town visit the thriving antiques' centre. Browse a wide variety of independent shops or stalls at the twice-weekly market. Look out for the rather crude Sheela-na-gig at the Norman church of St. Laurence. Break for refreshments in cosy tearooms, cafes and traditional inns. Or play crazy golf in the Town Park. In addition to walking, annual events range from real ale trails, music and art to summer and festive carnivals.

THese Church Stretton cottages also make great bases from which to tour the surrounding area, filled with interesting towns and attractions like vineyards, castles and Michelin-starred dining venues.

Whatever the season, a Church Stretton cottage holiday promises real outdoor adventure!

Places to Visit from these Cottages in Church Stretton:

Telford

If you still haven't found your perfect break you can check out these other Shropshire holiday cottages.